Description
The enterprise renewals function is evolving. Top performers will no longer dedicate time to chasing administrative tasks—they'll focus on training the AI that automates them.
This role departs from conventional enterprise renewals models. You will take ownership of Trilogy's highest-value customer accounts while collaborating with Fiona, our AI-powered renewals agent. Fiona manages preparation, analysis, contract processing, and routine follow-up. Your focus remains on high-impact interactions: executive engagement, commercial positioning, intricate negotiations, and the strategic judgment AI cannot yet provide. Each renewal you manage simultaneously trains Fiona to operate with greater independence, enhancing system intelligence through every customer engagement.
Trilogy is constructing an AI-first operational framework across our software holdings. AI is not treated as a supplemental productivity layer grafted onto legacy workflows. We reconstruct processes with AI at the center, reserving human expertise for the most critical decisions. In this position, you will help establish the standard for enterprise renewals in an AI-driven environment while safeguarding millions in recurring revenue from strategic enterprise accounts.
If you are a seasoned enterprise renewals professional who excels in executive dialogue, views AI as a capability accelerator, and prefers building the future over preserving outdated models, we should speak.
What you will be doing
- Take ownership of executive relationships and commercial negotiations for Trilogy's most valuable enterprise renewal accounts, including sophisticated seven-figure, multi-year contracts.
- Collaborate with Fiona, Trilogy's AI renewals agent, leveraging your expertise and customer insights to progressively enhance its effectiveness and independence.
- Assess customer health indicators, product adoption patterns, commercial history, and business exposure to proactively secure successful renewal results.
- Leverage Salesforce and AI-powered workflows to sustain precise forecasts, detect renewal risks promptly, and focus intervention where human judgment delivers maximum value.
- Convert insights from customer interactions into systematic enhancements that strengthen the renewals engine over time.
What you will NOT be doing
- Handling manual renewal documentation, tracking approvals, or executing repetitive clerical tasks.
- Overseeing high-volume transactional renewals or small-to-midsize business accounts.
- Prospecting for new business or operating under a traditional commission-based sales quota structure.
- Developing production-grade software or constructing AI models.
- Building and managing a large renewals team rather than directly influencing the most critical customer outcomes.
Key responsibilities
Take full ownership of Trilogy's most strategic enterprise renewals while driving continuous refinement of the AI infrastructure that supports higher retention, operational efficiency, and progressively autonomous renewal execution.
Candidate requirements
- Direct experience managing enterprise renewals or retention for B2B software customers with accounts generating at least $100K in annual recurring revenue.
- Demonstrated accountability for quarterly retention or Net Revenue Retention metrics, consistently delivering at least 90% NRR or comparable outcomes across multiple quarters.
- Personal leadership of complex, multi-year enterprise renewals valued at $1M or greater.
- Practical experience deploying AI-enabled or agentic systems in enterprise renewals, customer success, or enterprise sales environments.
- Proficient use of Salesforce or equivalent CRM platforms, including renewal forecasting, risk analysis, and pipeline oversight.
- Outstanding executive communication, commercial negotiation, and relationship stewardship capabilities.
- Adaptable to global operations in a fully remote setting.
Nice to have
- Experience refining AI prompts, workflows, or operational logic informed by customer engagement data.
- Professional history in enterprise SaaS, cloud software, or subscription technology sectors.
- Proven ability to integrate data from contracts, customer health metrics, support interactions, and product usage into renewal planning.
- Evidence of systems thinking and a history of enhancing scalable commercial operations through automation.
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